data_Q54 # _chem_comp.id Q54 _chem_comp.name "(3S)-6'-chloro-5-(cyclobutylmethyl)-3',4,4',5-tetrahydro-2H,2'H-spiro[1,5-benzoxazepine-3,1'-naphthalene]-7-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H26 Cl N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-09-23 _chem_comp.pdbx_modified_date 2019-12-06 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 411.921 _chem_comp.one_letter_code ? _chem_comp.three_letter_code Q54 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6UDY _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal Q54 C1 C1 C 0 1 Y N N -12.077 10.493 -15.969 3.994 1.235 1.259 C1 Q54 1 Q54 C2 C2 C 0 1 Y N N -10.769 10.795 -16.344 5.054 0.434 0.871 C2 Q54 2 Q54 C3 C3 C 0 1 Y N N -10.288 10.601 -17.627 4.900 -0.445 -0.184 C3 Q54 3 Q54 C7 C4 C 0 1 Y N N -17.272 6.634 -19.946 -3.173 0.129 -0.405 C7 Q54 4 Q54 C8 C5 C 0 1 Y N N -18.599 6.899 -19.721 -4.060 1.128 -0.007 C8 Q54 5 Q54 C9 C6 C 0 1 Y N N -18.990 8.104 -19.037 -3.573 2.393 0.333 C9 Q54 6 Q54 C10 C7 C 0 1 Y N N -17.989 8.983 -18.609 -2.221 2.639 0.275 C10 Q54 7 Q54 C11 C8 C 0 1 N N N -14.770 9.978 -19.436 0.737 1.622 -1.313 C11 Q54 8 Q54 C12 C9 C 0 1 N N N -13.813 7.705 -18.892 0.353 -0.661 -0.310 C12 Q54 9 Q54 C13 C10 C 0 1 Y N N -16.230 7.500 -19.525 -1.805 0.380 -0.467 C13 Q54 10 Q54 C14 C11 C 0 1 Y N N -16.618 8.687 -18.854 -1.332 1.641 -0.119 C14 Q54 11 Q54 C15 C12 C 0 1 N N S -13.466 9.136 -19.343 1.303 0.205 -1.163 C15 Q54 12 Q54 C16 C13 C 0 1 N N N -19.593 5.948 -20.138 -5.507 0.850 0.054 C16 Q54 13 Q54 C19 C14 C 0 1 N N N -14.621 4.667 -19.862 -1.760 -2.224 0.847 C19 Q54 14 Q54 C20 C15 C 0 1 N N N -14.266 3.428 -20.719 -3.057 -1.685 1.473 C20 Q54 15 Q54 C21 C16 C 0 1 N N N -13.614 2.815 -19.471 -3.091 -2.970 2.318 C21 Q54 16 Q54 C22 C17 C 0 1 N N N -12.853 9.022 -20.759 1.417 -0.437 -2.539 C22 Q54 17 Q54 C24 C18 C 0 1 N N N -10.585 9.824 -19.977 3.566 -1.496 -2.003 C24 Q54 18 Q54 N1 N1 N 0 1 N N N -14.898 7.150 -19.750 -0.994 -0.678 -0.891 N1 Q54 19 Q54 O1 O1 O 0 1 N N N -15.710 9.641 -18.425 -0.013 1.941 -0.138 O1 Q54 20 Q54 O2 O2 O 0 1 N N N -20.842 6.184 -19.860 -6.363 1.818 0.440 O2 Q54 21 Q54 O3 O3 O 0 1 N N N -19.275 4.937 -20.736 -5.928 -0.250 -0.242 O3 Q54 22 Q54 C17 C19 C 0 1 N N N -14.499 6.005 -20.582 -1.651 -1.971 -0.658 C17 Q54 23 Q54 C18 C20 C 0 1 N N N -13.600 4.196 -18.798 -2.267 -3.632 1.200 C18 Q54 24 Q54 C4 C21 C 0 1 Y N N -11.131 10.072 -18.602 3.690 -0.528 -0.855 C4 Q54 25 Q54 C5 C22 C 0 1 Y N N -12.506 9.735 -18.291 2.632 0.268 -0.467 C5 Q54 26 Q54 C6 C23 C 0 1 Y N N -12.931 9.970 -16.938 2.787 1.147 0.595 C6 Q54 27 Q54 C23 C24 C 0 1 N N N -11.322 8.730 -20.770 2.107 -1.791 -2.345 C23 Q54 28 Q54 CL1 CL1 CL 0 0 N N N -9.664 11.418 -15.152 6.572 0.533 1.707 CL1 Q54 29 Q54 H1 H1 H 0 1 N N N -12.418 10.659 -14.958 4.110 1.924 2.082 H1 Q54 30 Q54 H2 H2 H 0 1 N N N -9.268 10.858 -17.870 5.727 -1.070 -0.488 H2 Q54 31 Q54 H3 H3 H 0 1 N N N -17.009 5.725 -20.467 -3.550 -0.849 -0.668 H3 Q54 32 Q54 H4 H4 H 0 1 N N N -20.032 8.324 -18.858 -4.255 3.173 0.639 H4 Q54 33 Q54 H5 H5 H 0 1 N N N -18.258 9.891 -18.090 -1.845 3.617 0.537 H5 Q54 34 Q54 H6 H6 H 0 1 N N N -14.510 11.042 -19.335 1.556 2.333 -1.429 H6 Q54 35 Q54 H7 H7 H 0 1 N N N -15.232 9.805 -20.419 0.086 1.666 -2.186 H7 Q54 36 Q54 H8 H8 H 0 1 N N N -14.150 7.725 -17.845 0.738 -1.679 -0.267 H8 Q54 37 Q54 H9 H9 H 0 1 N N N -12.919 7.069 -18.978 0.305 -0.252 0.699 H9 Q54 38 Q54 H10 H10 H 0 1 N N N -15.640 4.554 -19.463 -0.860 -1.935 1.391 H10 Q54 39 Q54 H11 H11 H 0 1 N N N -15.135 2.872 -21.100 -2.914 -0.779 2.062 H11 Q54 40 Q54 H12 H12 H 0 1 N N N -13.569 3.629 -21.546 -3.883 -1.606 0.766 H12 Q54 41 Q54 H13 H13 H 0 1 N N N -14.240 2.071 -18.957 -2.555 -2.885 3.263 H13 Q54 42 Q54 H14 H14 H 0 1 N N N -12.614 2.392 -19.649 -4.089 -3.391 2.432 H14 Q54 43 Q54 H15 H15 H 0 1 N N N -13.027 9.971 -21.288 0.424 -0.583 -2.965 H15 Q54 44 Q54 H16 H16 H 0 1 N N N -13.364 8.206 -21.292 2.014 0.195 -3.196 H16 Q54 45 Q54 H17 H17 H 0 1 N N N -9.531 9.526 -19.879 4.058 -1.074 -2.879 H17 Q54 46 Q54 H18 H18 H 0 1 N N N -10.649 10.763 -20.546 4.061 -2.430 -1.735 H18 Q54 47 Q54 H19 H19 H 0 1 N N N -21.380 5.474 -20.190 -7.302 1.589 0.465 H19 Q54 48 Q54 H20 H20 H 0 1 N N N -13.451 6.143 -20.887 -1.064 -2.765 -1.118 H20 Q54 49 Q54 H21 H21 H 0 1 N N N -15.141 5.981 -21.475 -2.649 -1.956 -1.096 H21 Q54 50 Q54 H22 H22 H 0 1 N N N -12.630 4.713 -18.836 -2.877 -4.085 0.418 H22 Q54 51 Q54 H23 H23 H 0 1 N N N -13.980 4.205 -17.766 -1.487 -4.298 1.569 H23 Q54 52 Q54 H24 H24 H 0 1 N N N -13.948 9.733 -16.663 1.959 1.769 0.902 H24 Q54 53 Q54 H25 H25 H 0 1 N N N -11.132 7.751 -20.307 1.635 -2.335 -1.526 H25 Q54 54 Q54 H26 H26 H 0 1 N N N -10.958 8.721 -21.808 2.049 -2.374 -3.264 H26 Q54 55 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal Q54 C23 C22 SING N N 1 Q54 C23 C24 SING N N 2 Q54 C22 C15 SING N N 3 Q54 O3 C16 DOUB N N 4 Q54 C20 C19 SING N N 5 Q54 C20 C21 SING N N 6 Q54 C17 C19 SING N N 7 Q54 C17 N1 SING N N 8 Q54 C16 O2 SING N N 9 Q54 C16 C8 SING N N 10 Q54 C24 C4 SING N N 11 Q54 C7 C8 DOUB Y N 12 Q54 C7 C13 SING Y N 13 Q54 C19 C18 SING N N 14 Q54 N1 C13 SING N N 15 Q54 N1 C12 SING N N 16 Q54 C8 C9 SING Y N 17 Q54 C13 C14 DOUB Y N 18 Q54 C21 C18 SING N N 19 Q54 C11 C15 SING N N 20 Q54 C11 O1 SING N N 21 Q54 C15 C12 SING N N 22 Q54 C15 C5 SING N N 23 Q54 C9 C10 DOUB Y N 24 Q54 C14 C10 SING Y N 25 Q54 C14 O1 SING N N 26 Q54 C4 C5 DOUB Y N 27 Q54 C4 C3 SING Y N 28 Q54 C5 C6 SING Y N 29 Q54 C3 C2 DOUB Y N 30 Q54 C6 C1 DOUB Y N 31 Q54 C2 C1 SING Y N 32 Q54 C2 CL1 SING N N 33 Q54 C1 H1 SING N N 34 Q54 C3 H2 SING N N 35 Q54 C7 H3 SING N N 36 Q54 C9 H4 SING N N 37 Q54 C10 H5 SING N N 38 Q54 C11 H6 SING N N 39 Q54 C11 H7 SING N N 40 Q54 C12 H8 SING N N 41 Q54 C12 H9 SING N N 42 Q54 C19 H10 SING N N 43 Q54 C20 H11 SING N N 44 Q54 C20 H12 SING N N 45 Q54 C21 H13 SING N N 46 Q54 C21 H14 SING N N 47 Q54 C22 H15 SING N N 48 Q54 C22 H16 SING N N 49 Q54 C24 H17 SING N N 50 Q54 C24 H18 SING N N 51 Q54 O2 H19 SING N N 52 Q54 C17 H20 SING N N 53 Q54 C17 H21 SING N N 54 Q54 C18 H22 SING N N 55 Q54 C18 H23 SING N N 56 Q54 C6 H24 SING N N 57 Q54 C23 H25 SING N N 58 Q54 C23 H26 SING N N 59 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor Q54 SMILES ACDLabs 12.01 "c5c(Cl)cc4CCCC2(COc1ccc(cc1N(C2)CC3CCC3)C(O)=O)c4c5" Q54 InChI InChI 1.03 "InChI=1S/C24H26ClNO3/c25-19-7-8-20-17(11-19)5-2-10-24(20)14-26(13-16-3-1-4-16)21-12-18(23(27)28)6-9-22(21)29-15-24/h6-9,11-12,16H,1-5,10,13-15H2,(H,27,28)/t24-/m0/s1" Q54 InChIKey InChI 1.03 UZONKUOJBLOPMC-DEOSSOPVSA-N Q54 SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1ccc2OC[C@]3(CCCc4cc(Cl)ccc34)CN(CC5CCC5)c2c1" Q54 SMILES CACTVS 3.385 "OC(=O)c1ccc2OC[C]3(CCCc4cc(Cl)ccc34)CN(CC5CCC5)c2c1" Q54 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1C(=O)O)N(C[C@@]3(CCCc4c3ccc(c4)Cl)CO2)CC5CCC5" Q54 SMILES "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1C(=O)O)N(CC3(CCCc4c3ccc(c4)Cl)CO2)CC5CCC5" # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier Q54 "SYSTEMATIC NAME" ACDLabs 12.01 "(3S)-6'-chloro-5-(cyclobutylmethyl)-3',4,4',5-tetrahydro-2H,2'H-spiro[1,5-benzoxazepine-3,1'-naphthalene]-7-carboxylic acid" Q54 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{S})-7-chloranyl-5'-(cyclobutylmethyl)spiro[2,3-dihydro-1~{H}-naphthalene-4,3'-2,4-dihydro-1,5-benzoxazepine]-7'-carboxylic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site Q54 "Create component" 2019-09-23 RCSB Q54 "Initial release" 2019-12-11 RCSB ##